2021
DOI: 10.1039/d1cc03326c
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Photoredox B–H functionalization to selective B–N(sp3) coupling of nido-carborane with primary and secondary amines

Abstract: Access to nido-carborane site-selective B–N(sp3) coupling by photoredox catalyzed B–H activation has been achieved for the first time, which leads to the synthesis of a series of nitrogen-containing nido-carboranes in...

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Cited by 8 publications
(3 citation statements)
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“…However, a broad peak for bridged protons in B–H–B at about δ −2.2 ppm in the 1 H NMR spectra was observed. These informative signals usually appear in the nido -carborane species . Furthermore, the peaks ranging from δ −8.6 to −34.33 ppm in the 11 B­{ 1 H} NMR spectrum also hint at the opening of the carboranes’ cage.…”
Section: Resultsmentioning
confidence: 97%
“…However, a broad peak for bridged protons in B–H–B at about δ −2.2 ppm in the 1 H NMR spectra was observed. These informative signals usually appear in the nido -carborane species . Furthermore, the peaks ranging from δ −8.6 to −34.33 ppm in the 11 B­{ 1 H} NMR spectrum also hint at the opening of the carboranes’ cage.…”
Section: Resultsmentioning
confidence: 97%
“…This approach is widely used for the synthesis of C-substituted derivatives of nido-carborane, as well as derivatives containing substituents at the lower belt of the nido-carborane cage [40]. There are several general methods for the synthesis of B-substituted derivatives with substituents in the upper belt of the nido-carborane cage; however, most of them are used to obtain asymmetrically substituted derivatives [9-X-7,8-C 2 B 9 H 11 ] − [41][42][43][44][45][46][47][48][49].…”
Section: Introductionmentioning
confidence: 99%
“…Therefore, the development of the synthetic method of novel-functionalized nido -carboranes is of great significance to material science and pharmaceutical chemistry. In the past decade, catalytic B–H activation of closo -carboranes has rapidly developed; however, B–H functionalization of nido -carboranes remains a significant challenge . Traditionally, the cage B-phosphorization of nido -carboranes has generally been achieved indirectly through the thermal rearrangement of metallacarboranes, followed by complex decomposition (Scheme a) or cross-coupling of iodine-substituted nido -carboranes with PPh 3 (Scheme b) .…”
Section: Introductionmentioning
confidence: 99%